Hotels with Swimming Pool in Florida Keys, United States of America
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Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Florida Keys hotels with a pool
1. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West
- Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
P4,156
P8,887 total
includes taxes & fees
Sep 2 - Sep 3
P4,684
P5,902 total
includes taxes & fees
Sep 28 - Sep 29
3. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
P5,993
P12,709 total
includes taxes & fees
Sep 16 - Sep 17
4. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
P8,698
P9,785 total
includes taxes & fees
Sep 20 - Sep 21
5. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
P7,441
P11,880 total
includes taxes & fees
Sep 2 - Sep 3
6. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
P7,097
P11,706 total
includes taxes & fees
Sep 21 - Sep 22
7. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
- Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
P11,835
P16,116 total
includes taxes & fees
Sep 22 - Sep 23
8. Kingsail Resort
Kingsail ResortMarathon
- Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
P3,809
P4,285 total
includes taxes & fees
Oct 1 - Oct 2
View all properties
Hotels with pools and free breakfast in Florida Keys
P4,156
P8,887 total
includes taxes & fees
Sep 2 - Sep 3
P6,375
P8,576 total
includes taxes & fees
Sep 29 - Sep 30
P8,698
P9,785 total
includes taxes & fees
Sep 20 - Sep 21
P7,441
P11,880 total
includes taxes & fees
Sep 2 - Sep 3
P7,097
P11,706 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
P6,830
P9,435 total
includes taxes & fees
Sep 22 - Sep 23
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
P6,121
P9,243 total
includes taxes & fees
Sep 8 - Sep 9
P4,633
P5,212 total
includes taxes & fees
Sep 28 - Sep 29
P6,863
P11,659 total
includes taxes & fees
Sep 16 - Sep 17
P9,045
P14,729 total
includes taxes & fees
Sep 13 - Sep 14
4-star hotels with pools in Florida Keys
P4,684
P5,902 total
includes taxes & fees
Sep 28 - Sep 29
P9,045
P14,729 total
includes taxes & fees
Sep 13 - Sep 14
P7,097
P11,706 total
includes taxes & fees
Sep 21 - Sep 22
P8,673
P17,638 total
includes taxes & fees
Sep 17 - Sep 18
P10,149
P14,990 total
includes taxes & fees
Sep 14 - Sep 15
P6,863
P11,659 total
includes taxes & fees
Sep 16 - Sep 17
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
P7,097
P10,085 total
includes taxes & fees
Sep 10 - Sep 11
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
P11,350
P16,980 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
P12,604
P18,531 total
includes taxes & fees
Sep 29 - Sep 30
P8,984
P13,095 total
includes taxes & fees
Sep 30 - Oct 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all propertiesTop Florida Keys Hotel Reviews
Bayside Inn Key Largo
10/10 Excellent
"this is the 2nd time I have stayed here, and the staff is incredibly helpful and friendly."
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"Perfection!"
Amara Cay Resort
10/10 Excellent
"Wonderful resort, very friendly staff, would definitely stay again!"
Cheeca Lodge & Spa
8/10 Good
"Amenities and the property are absolutely beautiful. Mixed feelings about the staff. The bartenders and pool waitress get an A+. Everyone else could be friendlier :) No problems getting through the gate, which I've had issues with at other properties. Even when the night guard steps away, they will send security in less than a minute to open the gate for you so that was great. We enjoyed our stay and I would go back."
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"Nous n avons pas pris l option petit dej . Le parking devait être inclus mais il nous a été facturé ."
Waterside Suites & Marina
10/10 Excellent
"Rainbow Reef is next door. Huge patio to dry gear. Scuba divers perfect spot!"
Islander Resort
8/10 Good
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones watching clips and videos, often with the volume turned up. We found this quite annoying, particularly when trying to relax quietly by the pool. It would be great if staff could be reminded to use headphones or keep phone use to a minimum in guest relaxation areas. Room maintaince could also be better."
Hampton Inn Key Largo Manatee Bay
10/10 Excellent
"The staff was amazing and very, very helpful! Amazing at trouble shooting and went over the top to help us out! The breakfast was very good, better than you would expect for a hotel and we really enjoyed the waterfront area."
Chesapeake Beach Resort
10/10 Excellent
"Lindo y acogedor lugar, cerca del sandbar con marina para poner tu bote. Nuestra eetancia fue excelente. El staff bien amable y atento. Volveremos Gracias"